(1S,2'R,3'S,10E,12E,14S,15S,16E,19R,21S)-2'-cyclohexyl-7,15-dihydroxy-3',6,14,16-tetramethylspiro[2,20-dioxatricyclo[17.3.1.04,9]tricosa-4(9),5,7,10,12,16-hexaene-21,6'-2,3-dihydropyran]-3-one

Details

• Internal ID: 181db4ef-f917-49b8-85e7-1cfc822ce0ba
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,2'R,3'S,10E,12E,14S,15S,16E,19R,21S)-2'-cyclohexyl-7,15-dihydroxy-3',6,14,16-tetramethylspiro[2,20-dioxatricyclo[17.3.1.04,9]tricosa-4(9),5,7,10,12,16-hexaene-21,6'-2,3-dihydropyran]-3-one
• SMILES (Canonical): CC1C=CC=CC2=C(C=C(C(=C2)O)C)C(=O)OC3CC(CC=C(C1O)C)OC4(C3)C=CC(C(O4)C5CCCCC5)C
• SMILES (Isomeric): C[C@H]1/C=C/C=C/C2=C(C=C(C(=C2)O)C)C(=O)O[C@H]3C[C@@H](C/C=C(/[C@H]1O)\C)O[C@]4(C3)C=C[C@@H]([C@H](O4)C5CCCCC5)C
• InChI: InChI=1S/C35H46O6/c1-22-10-8-9-13-27-19-31(36)25(4)18-30(27)34(38)39-29-20-28(15-14-23(2)32(22)37)40-35(21-29)17-16-24(3)33(41-35)26-11-6-5-7-12-26/h8-10,13-14,16-19,22,24,26,28-29,32-33,36-37H,5-7,11-12,15,20-21H2,1-4H3/b10-8+,13-9+,23-14+/t22-,24-,28+,29-,32-,33-,35+/m0/s1
• InChI Key: GRVQPMQMSRMJNS-KGHUUUROSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₆
• Molecular Weight: 562.70 g/mol
• Exact Mass: 562.32943918 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.19
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	-	0.7976	79.76%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9911	99.11%
P-glycoprotein inhibitior	+	0.8321	83.21%
P-glycoprotein substrate	+	0.6293	62.93%
CYP3A4 substrate	+	0.6991	69.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.8118	81.18%
CYP2C9 inhibition	-	0.7624	76.24%
CYP2C19 inhibition	-	0.6226	62.26%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.5681	56.81%
CYP2C8 inhibition	+	0.6621	66.21%
CYP inhibitory promiscuity	-	0.7170	71.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6027	60.27%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8010	80.10%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8093	80.93%
Acute Oral Toxicity (c)	I	0.3065	30.65%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	+	0.5365	53.65%
Glucocorticoid receptor binding	+	0.8433	84.33%
Aromatase binding	+	0.6813	68.13%
PPAR gamma	+	0.7280	72.80%
Honey bee toxicity	-	0.7345	73.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	91.89%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.95%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.78%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.49%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.11%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.79%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.71%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.98%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.80%	83.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.67%	92.94%
CHEMBL3012	Q13946	Phosphodiesterase 7A	86.39%	99.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.40%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.38%	90.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.18%	93.04%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.18%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.90%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.55%	93.40%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.70%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	83.34%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.17%	99.15%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.12%	97.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.23%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.85%	97.25%

Plants that contains it

• Veratrum nigrum
• Veronicastrum sibiricum

Cross-Links

• PubChem: 45276503
• NPASS: NPC247219
• LOTUS: LTS0007964
• wikiData: Q105016604